74,984

Middlesex County, CT Homes

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  • 12 Jackson Rd, Killingworth, CT 06419
    12 Jackson Rd, Killingworth, CT 06419
    12 Jackson Rd, Killingworth, CT 06419
    /56

    $1,895,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,966 Sq Ft

    12 Jackson Rd, Killingworth, CT 06419

    Welcome to Stone Heron Farm, an extraordinary 74+ acre estate offered as 5 parcels, creating one of the most versatile & rare compound opportunities in CT. Tucked away on a quiet country road, 12 Jackson Road combines timeless New England charm with exceptional land value, privacy & multi-use potential. The main residence, an updated 1806 Cape, features exposed beams, wide-plank flooring, 3

    Agent Photo

    Danielle Claroni

    Sotheby's International Realty

    12 Jackson Rd, Killingworth, CT 06419
  • 38 Ward St, Middletown, CT 06457
    38 Ward St, Middletown, CT 06457
    38 Ward St, Middletown, CT 06457
    /4

    Starting at $1,500 Plus Fees

    • 1 - 2 Beds

    38 Ward St, Middletown, CT 06457

    Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

    On Ward Apartments

    38 Ward St, Middletown, CT 06457
  • 7 Bushy Hill Rd, Deep River, CT 06417

    $700,000

    Sold Oct 29, 2025

    7 Bushy Hill Rd, Deep River, CT 06417

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft
    • Built 2010

    Last Sold Summary

    • 17% Above List Price
    • $248/SF
    • 5 Days On Market

    Current Estimated Value $733,311

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    7 Bushy Hill Rd, Deep River, CT 06417
    • 3 Pondview Ln Unit 3, Clinton, CT 06413

      Not Listed For Sale

      3 Pondview Ln Unit 3, Clinton, CT 06413

      • 2 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2020
      3 Pondview Ln Unit 3, Clinton, CT 06413

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Jackie Lyman Lyman Real Estate

  • 31 Glenview Dr, Cromwell, CT 06416
    31 Glenview Dr, Cromwell, CT 06416
    31 Glenview Dr, Cromwell, CT 06416
    /27

    $265,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 1,002 Sq Ft

    31 Glenview Dr, Cromwell, CT 06416

    Welcome to Fox Meadows, where this beautifully updated two-bedroom townhouse-style condo enjoys a desirable end-unit setting tucked at the end of a cul-de-sac. Inside, a remodeled kitchen flows seamlessly into the open living and dining space, creating a bright and inviting layout. The living room is anchored by a fireplace, while sliders extend the space outdoors to a private deck. Additional

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    31 Glenview Dr, Cromwell, CT 06416
  • 23 Park Place Unit 23R, Middletown, CT 06457
    23 Park Place Unit 23R, Middletown, CT 06457
    23 Park Place Unit 23R, Middletown, CT 06457
    /13

    $1,275 Plus Fees

    • 1 Bed
    • 1 Bath
    • 670 Sq Ft
    • Condo for Rent

    23 Park Place Unit 23R, Middletown, CT 06457

    Property Id: 1333974 Welcome to 23 Park Place - located just steps from Wesleyan and a short walk to downtown Middletown's restaurants, shopping, and other amenities. This unit has many updates including newer windows, fridge, kitchen floor, and light fixtures. It is located on the second floor of a multifamily home (no one above you). Small, local landlord. Personally, I love how much

    23 Park Place Unit 23R, Middletown, CT 06457
  • 160 Cimarron Rd, Middletown, CT 06457

    $420,000

    Sold Jul 10, 2026

    160 Cimarron Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Above List Price
    • $274/SF
    • 42 Days On Market

    Current Estimated Value $379,639

    Last Listing Agent Sal Calafiore SalCal Real Estate Connections

    160 Cimarron Rd, Middletown, CT 06457
  • 18 Old Forge Rd, Westbrook, CT 06498
    18 Old Forge Rd, Westbrook, CT 06498
    18 Old Forge Rd, Westbrook, CT 06498
    /32

    $250,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    18 Old Forge Rd, Westbrook, CT 06498

    Situated in a quaint, private 55-and-over community in the heart of Westbrook, Connecticut, this low-maintenance ranch offers the ultimate in stress-free Shoreline living. Completely updated with beautiful finishes and thoughtful customizations, this 2-bedroom, 1-bathroom home is entirely turn-key and ready for its next chapter. Inside, the seamless open-concept layout creates a bright and airy

    Agent Photo

    Nancy Potts

    Coldwell Banker Realty

    18 Old Forge Rd, Westbrook, CT 06498
  • 115 Catherine St Unit 2b, Middletown, CT 06457
    115 Catherine St Unit 2b, Middletown, CT 06457
    /2

    $1,650 Plus Fees

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    115 Catherine St Unit 2b, Middletown, CT 06457

    Property Id: 2744989 Beautiful spacious two bedroom apartment. At the end of a cul-de-sac nice yard property parking. Section 8 ACCEPTED ??

    115 Catherine St Unit 2b, Middletown, CT 06457
  • 143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475

    $550,000

    Sold Nov 19, 2025

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $353/SF
    • 133 Days On Market

    Current Estimated Value $585,543

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
    • 65 N Main St, Essex, CT 06426

      Not Listed For Sale

      65 N Main St, Essex, CT 06426

      • 2 Beds
      • 3.5 Baths
      • 3,792 Sq Ft
      • Built 1960
      65 N Main St, Essex, CT 06426

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Robert Perriello Century 21 AllPoints Realty

  • 29 Jackson Hill Rd, Middlefield, CT 06455
    29 Jackson Hill Rd, Middlefield, CT 06455
    29 Jackson Hill Rd, Middlefield, CT 06455
    /40

    $750,000

    Under Contract
    • 4 Beds
    • 5 Baths
    • 4,718 Sq Ft

    29 Jackson Hill Rd, Middlefield, CT 06455

    Exceptional custom built home tucked away at the end of a private enclave of only four custom homes. This thoughtfully designed residence offers over an acre of privacy, oversized living spaces, handcrafted millwork, solid six-panel doors, hardwood floors, and insulated interior walls. Designed for both everyday living and elegant entertaining, the open floor plan is spacious, bright and

    Agent Photo

    Sandra Blevins

    William Raveis Real Estate

    29 Jackson Hill Rd, Middlefield, CT 06455
  • 148 2nd Ave, Westbrook, CT 06498
    148 2nd Ave, Westbrook, CT 06498
    148 2nd Ave, Westbrook, CT 06498
    /17

    $3,400 Plus Fees

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    148 2nd Ave, Westbrook, CT 06498

    Property Id: 2619715 3 bedroom 2.5 Bathroom luxury home in Westbrook Ct. Fenced in yard, quiet private beach community. Great water views and front porch to sit and chill. Available July 20 th And minimum rental of 30 days. Tennis, pickleball, basketball on premise.

    148 2nd Ave, Westbrook, CT 06498
  • 40 Rome Ave, Middletown, CT 06457

    $388,000

    Sold Dec 30, 2025

    40 Rome Ave, Middletown, CT 06457

    • 5 Beds
    • 3 Baths
    • 2,870 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $135/SF
    • 5 Days On Market

    Current Estimated Value $349,533

    Last Listing Agent Jithu Sajeevan Serhant Connecticut, LLC

    40 Rome Ave, Middletown, CT 06457
    • 98 Mountainview Rd, East Hampton, CT 06424

      Not Listed For Sale

      98 Mountainview Rd, East Hampton, CT 06424

      • 2 Beds
      • 1 Bath
      • 756 Sq Ft
      • Built 1993
      98 Mountainview Rd, East Hampton, CT 06424

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty

  • 8 Kenn Rd, Old Saybrook, CT 06475
    8 Kenn Rd, Old Saybrook, CT 06475
    8 Kenn Rd, Old Saybrook, CT 06475
    /40

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    8 Kenn Rd, Old Saybrook, CT 06475

    Coastal living is calling! This is a fully furnished shoreline retreat set within the sought-after Chalker Beach Association. Offered As-Is and thoughtfully updated, this inviting home is ideal as a year-round residence, weekend escape, or classic summer getaway. With marsh views, salt air, and a relaxed beach-community setting, this is a turnkey opportunity designed for immediate enjoyment

    Agent Photo

    Michael Marsden

    Compass Connecticut, LLC

    8 Kenn Rd, Old Saybrook, CT 06475
  • 118 Main St Unit 3, East Hampton, CT 06424
    118 Main St Unit 3, East Hampton, CT 06424
    118 Main St Unit 3, East Hampton, CT 06424
    /16

    $2,000 Plus Fees

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    118 Main St Unit 3, East Hampton, CT 06424

    Property Id: 2773268 3 Bedroom 1 Bathroom Apartment in East Hampton, two blocks from the village center, just a walk to the coffee house, the library, and the village shops. Current Tenants are relocating after 4 years to buy a home of their own Recently renovated, hardwood floors throughout, closets in each bedroom with a large walk-in closet on the main floor, big enough for a

    118 Main St Unit 3, East Hampton, CT 06424
  • 3 Bayberry Ct, Cromwell, CT 06416

    $238,000

    Sold Mar 05, 2026

    3 Bayberry Ct, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $174/SF
    • 5 Days On Market

    Current Estimated Value $239,924

    Last Listing Agent Cheryl Zalewski eXp Realty

    3 Bayberry Ct, Cromwell, CT 06416
  • 130 Mares Hill Rd, Essex, CT 06442
    130 Mares Hill Rd, Essex, CT 06442
    130 Mares Hill Rd, Essex, CT 06442
    /6

    $979,860

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,246 Sq Ft

    130 Mares Hill Rd, Essex, CT 06442

    Stunning new construction ranch set on a beautiful level lot, just under an acre. Thoughtfully designed for both comfort and flexibility. This To-Be Built contemporary home will feature an open-concept layout with a spacious kitchen, center island, and seamless flow to the living and dining areas-perfect for entertaining and everyday living. The private primary suite offers a walk-in closet and

    Agent Photo

    Kiki Sydnor

    Choice Realty

    130 Mares Hill Rd, Essex, CT 06442
  • 107 Harbor Pkwy, Clinton, CT 06413
    107 Harbor Pkwy, Clinton, CT 06413
    107 Harbor Pkwy, Clinton, CT 06413
    /20

    $3,200 Plus Fees

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    107 Harbor Pkwy, Clinton, CT 06413

    Property Id: 691752 This beautiful ranch is just steps from the town marina! It has 3 bedrooms with original built in closets. Both full bathrooms have been recently updated. There is an open floor concept in the kitchen/ living room. The kitchen has stainless steel appliances. There is an additional sun/bonus room off of the kitchen that has a Mitsubishi split (on demand heat/ac). The main

    107 Harbor Pkwy, Clinton, CT 06413
  • 84 Camp St, Middletown, CT 06457

    $325,000

    Sold Jan 29, 2026

    84 Camp St, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Above List Price
    • $305/SF
    • 46 Days On Market

    Current Estimated Value $333,342

    Last Listing Agent Emily Curtis William Raveis Real Estate

    84 Camp St, Middletown, CT 06457
    • 896 East St, Middletown, CT 06457

      Not Listed For Sale

      896 East St, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 2025
      896 East St, Middletown, CT 06457

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Geraldine Mattera Luxe Realty LLC

  • 702 Fox Hopyard Rd, East Haddam, CT 06423
    702 Fox Hopyard Rd, East Haddam, CT 06423
    702 Fox Hopyard Rd, East Haddam, CT 06423
    /12

    $1,550,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    702 Fox Hopyard Rd, East Haddam, CT 06423

    Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled

    Agent Photo

    Tammy Tinnerello

    William Pitt Sotheby's Int'l

    702 Fox Hopyard Rd, East Haddam, CT 06423
  • 6 Leada Woods Rd, Old Saybrook, CT 06475
    6 Leada Woods Rd, Old Saybrook, CT 06475
    6 Leada Woods Rd, Old Saybrook, CT 06475
    /7

    $3,500 Plus Fees

    • 4 Beds
    • 2.5 Baths
    • 3,976 Sq Ft
    • House for Rent

    6 Leada Woods Rd, Old Saybrook, CT 06475

    Property Id: 2760013 Beautiful estate-like property on 2 acres in Old Saybrook. Short drive to town. Walk to the 900 acre Preserve for mountain biking and hiking. 3 bedrooms + den, 2.5 baths. Recently remodeled kitchen. Available as an academic rental (Sep - May).

    6 Leada Woods Rd, Old Saybrook, CT 06475
  • 120 Warsaw St, Deep River, CT 06417

    $441,000

    Sold May 21, 2026

    120 Warsaw St, Deep River, CT 06417

    • 3 Beds
    • 1.5 Baths
    • 2,283 Sq Ft
    • Built 1962

    Last Sold Summary

    • 12% Above List Price
    • $193/SF
    • 133 Days On Market

    Current Estimated Value $440,479

    Last Listing Agent Barbara Altieri Coldwell Banker Realty

    120 Warsaw St, Deep River, CT 06417
    • 141 Longwood Dr, Colchester, CT 06415

      Est $356,127

      Not Listed For Sale

      141 Longwood Dr, Colchester, CT 06415

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1954
      141 Longwood Dr, Colchester, CT 06415

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Geraldine McKeon Real Broker CT, LLC

  • 46 Tavern Cir, Middletown, CT 06457
    46 Tavern Cir, Middletown, CT 06457
    46 Tavern Cir, Middletown, CT 06457
    /40

    $599,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,132 Sq Ft

    46 Tavern Cir, Middletown, CT 06457

    Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. All of this leading out to a stunning landscaped yard for enjoying those summer outings or just a relaxing Zen moment.

    Mark Toledo Berkshire Hathaway NE Prop.

    46 Tavern Cir, Middletown, CT 06457
  • 23 Portland St Unit 1, Middletown, CT 06457
    23 Portland St Unit 1, Middletown, CT 06457
    /2

    $1,750 Plus Fees

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    23 Portland St Unit 1, Middletown, CT 06457

    Property Id: 2740847 Come see your new home extremely close to plenty of eateries, libraries, hospitals, stores, shops, etc. Bus lines and more

    23 Portland St Unit 1, Middletown, CT 06457
  • 76 White Sands Rd, East Haddam, CT 06469

    $59,000

    Sold Apr 30, 2026

    76 White Sands Rd, East Haddam, CT 06469

    • Land
    • 13,068 Sq Ft
    • $196,667 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 106 Days On Market

    Last Listing Agent Alexis Devlin Coldwell Banker Realty

    76 White Sands Rd, East Haddam, CT 06469
    • 19 Ridge Rd, East Haddam, CT 06423

      Est $823,993

      Not Listed For Sale

      19 Ridge Rd, East Haddam, CT 06423

      • 3 Beds
      • 3 Baths
      • 3,353 Sq Ft
      • Built 2018
      19 Ridge Rd, East Haddam, CT 06423

      Last Sold Summary

      • 86 Days On Market

      Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  • 159 Bear Swamp Rd, East Hampton, CT 06424
    159 Bear Swamp Rd, East Hampton, CT 06424
    159 Bear Swamp Rd, East Hampton, CT 06424
    /40

    $599,900

    $40K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,989 Sq Ft

    159 Bear Swamp Rd, East Hampton, CT 06424

    Welcome to 159 Bear Swamp Road, a truly one-of-a-kind country contemporary set on 2.73 private, wooded acres. Set well back from the road and surrounded by nature, this property offers a rare sense of seclusion and tranquility while still close to town! Offering over 3,000 square feet of living space, the home features 5 beds, 3 full baths, and a flexible floor plan that could easily accommodate

    Carl Guild Carl Guild & Associates

    159 Bear Swamp Rd, East Hampton, CT 06424
  • 32 Grand St Unit 2A, Middletown, CT 06457
    32 Grand St Unit 2A, Middletown, CT 06457
    32 Grand St Unit 2A, Middletown, CT 06457
    /6

    $1,600 Plus Fees

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    32 Grand St Unit 2A, Middletown, CT 06457

    Property Id: 2755994 Welcome to your new home. Beautiful newly renovated two bedroom second floor. Close to bus lines, eateries shops, and much more.

    32 Grand St Unit 2A, Middletown, CT 06457
  • 128 Webster Ln, Middletown, CT 06457

    $747,925

    Sold May 14, 2026

    128 Webster Ln, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Above List Price
    • $481/SF
    • 14 Days On Market

    Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

    128 Webster Ln, Middletown, CT 06457
  • 235 Middle Haddam Rd, Portland, CT 06480
    235 Middle Haddam Rd, Portland, CT 06480
    235 Middle Haddam Rd, Portland, CT 06480
    /40

    $699,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 2,859 Sq Ft

    235 Middle Haddam Rd, Portland, CT 06480

    Surrounded on three sides by the 90-acre Palmer-Taylor Preserve, this one-of-a-kind home offers an extraordinary combination of history, privacy, and natural beauty. Originally built in 1979 and thoughtfully expanded over the years, the residence incorporates an early 20th-century guesthouse once associated with the Taylor family of nearby St. Clements Castle, creating a home unlike any other.

    Carl Guild Carl Guild & Associates

    235 Middle Haddam Rd, Portland, CT 06480
  • 9 Maple St Unit E, Chester, CT 06412
    9 Maple St Unit E, Chester, CT 06412
    /2

    $1,400

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    9 Maple St Unit E, Chester, CT 06412

    1 Bedroom apartment in the heart of downtown Chester.

    9 Maple St Unit E, Chester, CT 06412
  • 10 Trolley Crossing, Old Saybrook, CT 06475

    $1,065,000

    Sold Jun 18, 2026

    10 Trolley Crossing, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 3,376 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $315/SF
    • 40 Days On Market

    Current Estimated Value $1,069,748

    Last Listing Agent Nancy Mesham Coldwell Banker Realty

    10 Trolley Crossing, Old Saybrook, CT 06475
    • 34 Woodland Dr Unit 34, Cromwell, CT 06416

      Est $208,276

      Not Listed For Sale

      34 Woodland Dr Unit 34, Cromwell, CT 06416

      • 2 Beds
      • 2 Baths
      • 979 Sq Ft
      • Built 1974
      34 Woodland Dr Unit 34, Cromwell, CT 06416

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Michael Kusy Evermark Property Group

Showing Results 161 - 200, Page 5 of 18

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